Methanol → HCID 59557735, Verbindung

HRID 2038476Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2038476
C([O:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]2[CH:18]=[C:17]([Br:19])[CH:16]=[CH:15][C:14]=2[Cl:20])=[CH:8][CH:7]=1)(=O)C.C1COCC1.CO.O[Li].O>C(OCC)(=O)C.O>[Br:19][C:17]1[CH:16]=[CH:15][C:14]([Cl:20])=[C:13]([CH:18]=1)[CH2:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][OH:4])=[CH:7][CH:8]=1

Komponenten

7

Edukt 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 59557783HCID 59557783, Verbindung

Produkt 1

HCID 59557735HCID 59557735, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 4-(5-bromo-2-chlorobenzyl)benzyl acetate (intermediate AJ) (8.86 g) in 60 mL of a mixture of THF:MeOH:H2O (v/v/v=2:3:1), LiOH.H2O (2.10 g) was added. The solution was stirred at room temperature. After 1 h, H2O (10 mL) and ethyl acetate (100 mL) were added. The aqueous layer was extracted 2× with ethyl acetate. The combined ethyl acetate layers were washed with brine and dried over Na2SO4. The solvent was evaporated under reduced pressure, and the product was purified by column chromatography to obtain pure intermediate AK (6 g).

Aufarbeitung

  1. extractionThe aqueous layer was extracted 2× with ethyl acetate
  2. washThe combined ethyl acetate layers were washed with brine
  3. dry with materialdried over Na2SO4
  4. customThe solvent was evaporated under reduced pressure
  5. customthe product was purified by column chromatography
  6. customto obtain pure intermediate AK (6 g)

Quellen und Nachweise

ORD-Eintrag
ord-ee60e51fb97b462192e1bf88a276cebb
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08575321B2

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